14 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Harlan | 1 | 1,770 | 1,980 | -2.32% | 1,301 | 1.36 | City |
| Cumberland | 2 | 1,740 | 1,942 | -2.25% | 559 | 3.12 | City |
| South Wallins | 3 | 1,005 | 911 | 0.9% | 159 | 6.31 | CDP |
| Evarts | 4 | 803 | 863 | -1.47% | 2,102 | 0.38 | City |
| Lynch | 5 | 581 | 651 | -2.35% | 1,943 | 0.30 | City |
| Loyall | 6 | 573 | 637 | -2.22% | 1,942 | 0.29 | City |
| Wallins Creek | 7 | 536 | 408 | 7.2% | 1,011 | 0.53 | CDP |
| Kenvir | 8 | 498 | 467 | 2.68% | 1,705 | 0.29 | CDP |
| Coldiron | 9 | 487 | 415 | 3.84% | 2,234 | 0.22 | CDP |
| Cawood | 10 | 475 | 489 | -3.45% | 326 | 1.46 | CDP |
| Benham | 11 | 446 | 508 | -2.62% | 1,906 | 0.23 | City |
| Ages | 12 | 430 | 365 | 7.23% | 772 | 0.56 | CDP |
| Coxton | 13 | 286 | 154 | 7.12% | 1,382 | 0.21 | CDP |
| Pathfork | 14 | 277 | 266 | -2.12% | 223 | 1.24 | CDP |
Harlan is the largest city in Harlan County, with a population of 1,770.
Pathfork is the smallest city in Harlan County.
There are 14 cities in Harlan County, Kentucky.